Greensburg Holiday Homes from £123: Search Holiday Homes in Greensburg

A riverboat docked near a forested area with a warning sign.

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Our top choices for Greensburg holiday homes

A living room with a sofa, ottoman, and a fireplace. There is a rug on the floor and a lamp on a side table.

1. Charming Vintage Home

Greensburg

Cathy

includes taxes & fees

5 Nov - 6 Nov

2. Elegant Cottage Rental for Groups near Greensburg, Kentucky

Greensburg

includes taxes & fees

6 Nov - 7 Nov

A modern kitchen with wooden cabinets, a central island, and pendant lighting.

3. Cheerful Home w/Fireplace

Campbellsville

Adam C.

includes taxes & fees

9 Nov - 10 Nov

A living room with a beige sofa, a coffee table, and a patterned rug. There is a wall-mounted artwork and a framed sign that reads "LAKE LIFE".

4. 3 Bedroom near Green River Lake

Campbellsville

Carlos Daniel

includes taxes & fees

9 Nov - 10 Nov

A living room with a sofa, ottoman, and a small round table with a yellow mug.

5. Just Like Grandma's - Close to CU, Green River, Mammoth Cave, Bourbon Trail

Campbellsville

Marcelle T.

includes taxes & fees

9 Nov - 10 Nov

A cozy room with a round rug, two chairs, a sofa, and a small table.

6. Comfortable & Elegant Home

Columbia

Stacy C.

includes taxes & fees

10 Nov - 11 Nov

A compact kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

7. Cozy 1 bedroom house on the square at Munfordville

Munfordville

includes taxes & fees

8 Nov - 9 Nov

A compact kitchen with a sink, stove, and dining area.

8. Country Cottage on the farm, peaceful, stars and fireflies! Sleeps 4!

Edmonton

Alyssa W.

includes taxes & fees

23 Nov - 24 Nov

A gravel driveway leading to a wooden fence, surrounded by lush greenery and flowering plants.

9. Missy’s unique stays

Raywick

Jordan L.

includes taxes & fees

8 Nov - 9 Nov

Spacious 400 sf living area suitable for up to 4.

10. Cozy bungalow sleeps 4 in charming Cave City -15 min- Mammoth Cave National Park

Cave City

stacie c.

includes taxes & fees

5 Nov - 6 Nov

A living room with two sofas, a coffee table, and a dining area with a wooden table and chairs.

11. Large family home w dinning by Lindsey Wilson

Columbia

Jim S.

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dining table set with white plates and glasses.

12. Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Cave City

Ami

includes taxes & fees

5 Nov - 6 Nov

A campfire with a wooden table in the center, surrounded by seating and a building labeled "The Wood Shed".

13. Glamping in the Man cave

Glasgow

Larissa H.

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

14. New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope

Debbie S.

includes taxes & fees

9 Nov - 10 Nov

A park with a gazebo, outdoor seating, and a small shed.

15. Charming Cave City Vacation Rental w/ Fire Pit!

Cave City

Daphne B.

includes taxes & fees

10 Nov - 11 Nov

An outdoor seating area with a fire pit and string lights.

16. Bluegrass Bliss-Mammoth Cave

Horse Cave

Carlee B.

includes taxes & fees

5 Nov - 6 Nov

A living room with a sofa, a coffee table, a lamp, and a wall clock.

17. Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

Cave City

Brandon L.

includes taxes & fees

5 Nov - 6 Nov

Exterior | Fire Pit w/ Seating | Covered Patio & Porch

18. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Russell Springs

Delmar B.

includes taxes & fees

13 Nov - 14 Nov

Two Adirondack chairs with a small round table and a potted plant between them, set on a wooden deck against a brick wall.

19. Be The Light Home centrally located charming 3-bedroom house 4 miles off I65.

Upton

includes taxes & fees

8 Nov - 9 Nov

A two-story house with a covered porch and a large garage.

20. Lake Cumberland Farmhouse: Arcade Room, Fire Pit, Boat Parking, Pet Friendly

Russell Springs

includes taxes & fees

5 Nov - 6 Nov

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Top Greensburg Hotel Reviews

Hampton Inn Cave City, KY

8/10 Good

"The front desk (Lena?) was amazing and so very kind. She deserves a raise! I was there for an overnight due to bad weather. The bed was comfy. Room was clean. There could be some maintenance upgrades in the room I stayed in. (130). The plug for the sink did not work properly, the toilet roll holder was broken. The breakfast was ok. The food seemed a bit overcooked. Yay for oatmeal. For a quick overnight it worked! Ps. They are a pet friendly hotel so that is always a plus!"